Water → Methyl 4-(3-formyl-4-methoxy-2-methylphenyl)pyrimidine-2-carboxylate

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Reaction Conditions

Reaction Steps

Triethylamine (656 μL, 4.71 mol) and a [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct (256 mg, 0.314 mmol) were added to a solution of the 3-(2-chloropyrimidin-4-yl)-6-methoxy-2-methylbenzaldehyde obtained in Example 75-1 (412 mg, 1.57 mmol) in DMF (4.0 mL) and methanol (4.0 mL) at room temperature, and the mixture thus obtained was then stirred under a carbon monoxide atmosphere at 80° C. for 8 hours. Thereafter, the reaction solution was cooled to room temperature, and water was then added to the reaction solution. The mixed solution was extracted with ethyl acetate twice. The organic layer thus obtained was washed with water and brine, and was then dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate=1:1 to 0:1, v/v) to obtain the title compound (150 mg, yield: 33%).

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